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GtoPdb Ligand ID: 10622

Synonyms: nNOS inhibitor I
PDB Ligand
Compound class: Synthetic organic
Comment: Cell-permeable, selective inhibitor of nNOS (Neuronal Nitric Oxide Synthase). Tris(trifluoroacetate) salt is used in assays (information available here: https://pubchem.ncbi.nlm.nih.gov/compound/71311606).
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 6
Hydrogen bond donors 5
Rotatable bonds 10
Topological polar surface area 157.62
Molecular weight 247.18
XLogP -1
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES NCCNC[C@H](CCCN=C(N[N+](=O)[O-])N)N
Isomeric SMILES NCCNC[C@H](CCCN=C(N[N+](=O)[O-])N)N
InChI InChI=1S/C8H21N7O2/c9-3-5-12-6-7(10)2-1-4-13-8(11)14-15(16)17/h7,12H,1-6,9-10H2,(H3,11,13,14)/t7-/m0/s1
InChI Key RMSWBHUVFNFNIZ-ZETCQYMHSA-N
Bioactivity Comments
nNOS inhibitor I (tris(trifluoroacetate) salt) is a cell-permeable, selective inhibitor of nNOS (Ki = 120 nM). It displays >2,500-fold and 320-fold selectivity over eNOS and iNOS, respectively.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Neuronal NOS N/A Inhibitor Inhibition - - -
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